Literature DB >> 19543800

A convenient one-pot synthesis of 3-amino-2, 5-dihydropyridazine and pyrimidine derivatives in the presence of high surface area MgO as a highly effective heterogeneous base catalyst.

Hassan Sheibani1, Mohammad Ali Amrollahi, Zeinab Esfandiarpoor.   

Abstract

A new and efficient method for the preparation of 3-amino-2,5-dihydropyridazines from three-component reactions of (phenyl-hydrazono)-propan-2-one, aldehydes, and malononitrile or ethyl cyanoacetate in the presence of magnesium oxide (MgO) as a highly effective heterogeneous base catalyst is presented. Also, the three-component reactions of aldehydes, amidine systems, and malononitrile or ethyl cyanoacetate for the formation of 4-amino-5-pyrimidine carbonitrile and pyrimidinone derivatives, respectively, are investigated. The salient features of these methods include high conversions, short reaction times, cleaner reaction profiles, and the use of inexpensive and readily available catalyst.

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Year:  2009        PMID: 19543800     DOI: 10.1007/s11030-009-9165-5

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  4 in total

1.  Design and synthesis of potent pyridazine inhibitors of p38 MAP kinase.

Authors:  Nuria Tamayo; Lillian Liao; Martin Goldberg; David Powers; Yan-Yan Tudor; Violeta Yu; Lu Min Wong; Bradley Henkle; Scot Middleton; Rashid Syed; Timothy Harvey; Graham Jang; Randall Hungate; Celia Dominguez
Journal:  Bioorg Med Chem Lett       Date:  2005-05-02       Impact factor: 2.823

2.  Carboxyketenes from 4-hydroxy-1,3-oxazin-6-ones and Meldrum's acid derivatives.

Authors:  Lisa George; Rakesh Naduvile Veedu; Hassan Sheibani; Avat Arman Taherpour; Robert Flammang; Curt Wentrup
Journal:  J Org Chem       Date:  2007-01-25       Impact factor: 4.354

3.  Mesoionic 1,3-oxazinium olates. rearrangement to acylketenes and 3-azabicyclo[3.1.1]heptanetriones.

Authors:  Hassan Sheibani; Paul V Bernhardt; Curt Wentrup
Journal:  J Org Chem       Date:  2005-07-22       Impact factor: 4.354

4.  Synthesis of new series of 1-Aryl-1,4-dihydro-4-oxo-6-methyl pyridazine-3-carboxylic acid as potential antibacterial agents.

Authors:  Rahul R Nagawade; Vijay V Khanna; Sachin S Bhagwat; Devanand B Shinde
Journal:  Eur J Med Chem       Date:  2005-08-29       Impact factor: 6.514

  4 in total

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